2,4-Dichloro-N-(1,3-thiazol-2-yl)benzamide

In the molecular structure of the title compound, C10H6Cl2N2OS, the dihedral angle between the benzene plane and the plane defined by the amide functionality is 8.6 (1)°, while the thiazole ring plane is twisted with respect to the amide plane by 68.71 (5)°. In the crystal, pairs of intermolecular N—H⋯N hydrogen-bond interactions connect the molecules into inversion dimers. π–π interactions are also observed between neighbouring thiazole and phenyl rings [centroid–centroid distance = 3.5905 (13) Å] and a weak C—H⋯π interaction also occurs.

In the molecular structure of the title compound, C 10 H 6 Cl 2 N 2 OS, the dihedral angle between the benzene plane and the plane defined by the amide functionality is 8.6 (1) , while the thiazole ring plane is twisted with respect to the amide plane by 68.71 (5) . In the crystal, pairs of intermolecular N-HÁ Á ÁN hydrogen-bond interactions connect the molecules into inversion dimers.interactions are also observed between neighbouring thiazole and phenyl rings [centroid-centroid distance = 3.5905 (13) Å ] and a weak C-HÁ Á Á interaction also occurs.

Experimental
Cg1 is the centroid of the thiazole ring.

Comment
Substituted and unsubstituted thiazole derivatives are of great importance in biological systems due to their vast range of biological activities such as anti-inflammatory, analgestic and antipyretic (Raman et al., 2000;Yunus et al., 2007Yunus et al., , 2008. On the other hand, amide compounds have extensive applications in pharmaceutical industry (Wang et al., 2008).
There is no residual solvent accessible void volume in the unit cell.

Experimental
A mixture of 2,4-dichlorobenzoyl chloride (0.01 mol) and 2-aminothiazole (0.01 mol) was refluxed in acetone (50 ml) for 1.5 h. After cooling to room temperature, the mixture was poured into acidified cold water. The resulting solid was filtered and washed with cold acetone (yield: 72%). Single crystals of the title compound suitable for single-crystal X-ray analysis were obtained by recrystallization of the light yellow solid from ethyl acetate.

Refinement
The structure was solved by direct methods (SHELXS97) and expanded using Fourier techniques. All non-H atoms were refined anisotropically. C-bound H atoms are all placed geometrically C-H = 0.93 Å for phenyl H-atoms. They were refined using a riding model with U iso (H) = 1.2 U eq (Carrier). N-bound H atoms were located from difference Fourier map and are refined isotropically. Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating Rfactors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.